Potassium sodium tartarate → HCID 20517505, compound

HRID 2198892Notes

Reaction equation

HRID 2198892 reaction equation
Cl.[CH2:2]([C:4]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19]C)[CH:14]=2)[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][N:6]([CH3:12])[CH2:5]1)[CH3:3].[H-].C([Al+]CC(C)C)C(C)C.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1(C)C=CC=CC=1>[CH2:2]([C:4]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=2)[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][N:6]([CH3:12])[CH2:5]1)[CH3:3]

Participants

5

Reactant 3

HCID 9855836Potassium sodium tartarateHCID 20517550HCID 20517550, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 20517505HCID 20517505, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Ethyl-2-(3-methoxyphenyl)-4,6,6-trimethylmorpholine hydrochloride (1 g) was heated under N2 and under reflux with stirring with a solution of diisobutyl aluminium hydride (15 ml of a 25% w/w solution in toluene) for 24 h. The reaction mixture was cooled, and decomposed by the cautious addition of a saturated solution of potassium sodium tartrate. The toluene layer was separated and the aqueous phase reextracted with toluene. After the combined organic extracts were washed with saturated sodium chloride solution they were dried (MgSO4) and evaporated to an oil which gave 742 mg of crystalline title compound hydrochloride salt mp 185°-188° C. from isopropyl alcohol and a solution of hydrogen chloride in dry ether.

Workup

  1. temperatureunder reflux
  2. temperatureThe reaction mixture was cooled
  3. customThe toluene layer was separated
  4. washAfter the combined organic extracts were washed with saturated sodium chloride solution they
  5. dry with materialwere dried (MgSO4)
  6. customevaporated to an oil which

Sources & evidence

ORD record
ord-26f26554729a46b4ad6cf8d64ae39107
Source dataset
uspto-grants-1982_11
Patent number
US04360519

Reaction notes

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